Formic Acid → 5-Bromo-7-fluoro-1H-benzo[D]imidazole
Reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([NH2:8])[C:5]([NH2:9])=[C:4]([F:10])[CH:3]=1.[CH:11](O)=O.[OH-].[K+]>O>[Br:1][C:2]1[CH:3]=[C:4]([F:10])[C:5]2[N:9]=[CH:11][NH:8][C:6]=2[CH:7]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
5-bromo-3-fluorobenzene-1,2-diamine (0.2 g, 0.975 mmol) was mixed with 1 ml water followed by formic acid (0.1 mL, 3 mmol). The dark brown mixture was stirred at 100° C. for 6 hours. The reaction was cooled to room temperature and treated with 3 mL 1 N KOH (cold) and the precipitated solids were collected by filtration and air dried overnight to yield 162 mg of 6-bromo-4-fluoro-1H-benzo[d]imidazole as a light pink solid. LC/MS @ 215 (M+H).
Workup
- temperatureThe reaction was cooled to room temperature
- filtrationthe precipitated solids were collected by filtration and air
- customdried overnight
Sources & evidence
- ORD record
- ord-b726816e1b034b9785537e4e74b500db
- Source dataset
- uspto-grants-2012_11
- Patent number
- US08318762B2
Reaction notes
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